Tuscany villas for 16 guests

Compare villas that can accommodate at least sixteen guests, including larger villas with room for the group to spread out.

14 villas in our Tuscany collection sleep 16 or more, and 13 of them have a private pool. 4 list a heated pool. The largest, Dimora Ghirlandaio Estate, sleeps 37. A private chef can be arranged at every villa.

14 villas

Argentaia Estate, a villa in Maremma, Tuscany
Historic Estate01
Argentaia Estate

Maremma · 18 guests · 9 bedrooms

Price on enquiry

Private chef · Spa

Rooms: 9 bedrooms · 10 bathrooms · Fully staffed

Casale Gherardi — aerial view of the stone farmhouses and pool among the olive groves
Historic Estate02
Casale Gherardi

Chianti · 18 guests · 9 bedrooms

From €20,300 / week

Infinity pool · Working vineyard

Rooms: 9 bedrooms · 9 bathrooms

Villa della Cappella — the villa's facade and entrance garden
Historic Estate03
Villa della Cappella

Cortona · 18 guests · 9 bedrooms

From €10,150 / week

Private chapel · Frescoed interiors

Rooms: 9 bedrooms · 10 bathrooms

Villa Erbavoglio — a bedroom with beamed ceiling and en-suite bathroom
Historic Estate04
Villa Erbavoglio

Chianti · 18 guests · 9 bedrooms

From €17,400 / week

Working vineyard · Olive grove

Rooms: 9 bedrooms · 9 bathrooms

Villa Il Cellese — the estate at dusk from the air
Wellness Estate05
Villa Il Cellese

Chianti · 19 guests · 10 bedrooms

From €59,500 / week

Spa · Heated pool

Rooms: 10 bedrooms · 11 bathrooms · Private chef

Solare del Chianti — the farmhouse among olive groves and vineyards from the air
Wellness Estate06
Solare del Chianti

Chianti · 20 guests · 10 bedrooms

From €13,500 / week

Spa · Gym

Rooms: 10 bedrooms · 9 bathrooms

Borgo delle Vigne — the estate's three farmhouses
Historic Estate07
Borgo delle Vigne

Chianti · 22 guests · 9 bedrooms

From €11,160 / week

Heated pool · Cinema room

Rooms: 9 bedrooms · 9 bathrooms

Borgo Bernardini, a villa in Lucca & Garfagnana, Tuscany
Restored Borgo08
Borgo Bernardini

Lucca & Garfagnana · 24 guests · 12 bedrooms

From €23,200 / week

Private chef · Wine cellar

Rooms: 12 bedrooms · 12 bathrooms · Fully staffed

Villa Poggio d'Oro — the ochre façade across the lawn, framed by umbrella pines
Historic Estate09
Villa Poggio d'Oro

Montalcino · 24 guests · 12 bedrooms

From €30,730 / week

Panoramic view

Rooms: 12 bedrooms · 14 bathrooms

Villa Controni, a villa in Lucca & Garfagnana, Tuscany
Historic Estate10
Villa Controni

Lucca & Garfagnana · 24 guests · 12 bedrooms

From €22,000 / week

Private chef · Private chapel

Rooms: 12 bedrooms · 12 bathrooms · Fully staffed

Villa Elle, a villa in Siena, Tuscany
Countryside Classic11
Villa Elle

Siena · 24 guests · 12 bedrooms

From €13,503 / week

Panoramic view · Pizza oven

Rooms: 12 bedrooms · 12 bathrooms

Tenuta La Barricaia — the stone villa above its infinity pool and garden
Wellness Estate12
Tenuta La Barricaia

Val d'Orcia · 26 guests · 13 bedrooms

From €22,344 / week

Spa · Infinity pool

Rooms: 13 bedrooms · 13 bathrooms

Tenuta Belvedere Estate: Tenuta Belvedere — the villa above its saltwater pool and lawns
Wellness Estate13
Tenuta Belvedere Estate

Chianti · 26 guests · 13 bedrooms

From €67,900 / week

Spa · Working vineyard

Rooms: 13 bedrooms · 13 bathrooms · Private chef

Dimora Ghirlandaio Estate — at Dimora Ghirlandaio
Historic Estate14
Dimora Ghirlandaio Estate

Dimora Ghirlandaio · 37 guests · 20 bedrooms

From €91,000 / week

Private chef · Spa

Rooms: 20 bedrooms · 17 bathrooms · Fully staffed

Choosing the right villa

Start with bedroom and bathroom arrangements, then check whether everyone can dine together indoors and outside. A single villa, an estate with annexes and a restored borgo offer different ways of staying together; the floor plan matters as much as the total capacity.

Build a shortlist around the whole stay

Villa della Cappella is one option to compare when a party of sixteen wants the flexibility of a larger villa. Villa Elle provides another starting point for a bigger group. Review each current property page and request the floor plan before deciding how the rooms would be allocated.

Plan a few shared meals without making one guest responsible for feeding everyone. Compare private chef arrangements, including food, service and clearing up, with evenings out. Use the large-villa collection if your numbers are still changing, or the rental process guide when you are ready to check dates and terms.

A place for everyone to gather

Ask whether 16 people can sit at one dining table inside as well as outside. A spacious garden does not establish indoor dining capacity. For spring and autumn stays, a comfortable living room and a covered or indoor alternative to terrace dinners can decide whether the villa works for the group.

For a milestone birthday, distinguish the number sleeping at the villa from the number attending dinner. Confirm the permitted celebration space, visiting suppliers, music arrangements and any additional charges. Our birthday celebration guide and family gathering advice help you put those questions together.

Floor plans, bedrooms and en-suite bathrooms

For 16 guests, make a rooming list before comparing villas: couples, children sharing, anyone travelling alone, and anyone who needs easier access. Ask for floor plans showing bed configurations, en-suite versus shared bathrooms, stairs and the routes between the main house and any annexes. A bathroom total alone does not tell you which bedroom uses which bathroom.

Check where bedrooms sit relative to the living spaces. A separate wing may suit friends who keep different hours, while parents with younger children may prefer neighbouring rooms in the main house. Confirm whether any advertised extra beds change the arrangement you have in mind.

One villa or separate buildings for sixteen?

A party of sixteen may prefer eight bedrooms close together, or separate accommodation for different households. Villa della Cappella has nine en-suite bedrooms on upper floors; Villa Elle distributes its accommodation across three buildings. Compare stairs, room proximity and the walk to meals before deciding which arrangement suits your guests. Neither format is automatically better.

The week runs on logistics

Sixteen people need an arrival plan that accounts for luggage, child seats and different flight times. Compare the airport options, then confirm vehicle access at the villa and request a transfer quote. For meals, decide how many evenings need a chef and include service and food in the budget. Our villa pricing guide helps you compare the complete quote.

Frequently asked

Which villas in Tuscany sleep 16 with a private pool?
13 villas in our collection sleep 16 or more and have a private pool: Argentaia Estate, Casale Gherardi, Villa della Cappella, Villa Il Cellese, Solare del Chianti, Borgo delle Vigne, Borgo Bernardini, Villa Controni, Villa Poggio d'Oro, Villa Elle and 3 more. Tell us your dates and we will confirm which are free.
How much is a villa for 16 in Tuscany?
Compare the weekly rates for your dates and confirm which bedrooms and services are included. Divide the rental by sixteen paying guests for an accommodation-only comparison, then add catering, transfers and any other separately charged services. A larger villa may still be worth considering for its layout.
Are villas for 16 one building or several?
Both layouts are available. Compare room proximity, stairs and the distance to shared meals. A single villa may suit parents wanting nearby bedrooms, while separate buildings may suit households with different routines. Ask for the floor plan of the specific property.
Can we hold a party for more than 16?
Often yes, for a dinner or a celebration, subject to the property's own rules on numbers and noise. A ceremony or larger event requires separate confirmation of the venue arrangements; accommodation capacity alone does not establish suitability.

See also

Tell us the dates, the numbers and what the week is for. , usually within a working day.